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Palladium-catalyzed B7-11 penta-arylation of the {CB11} monocarborane cluster.

Regioselective, five-fold B-H activation of the monocarborane cluster [CB11H12]- at the positions B7-11 has been accomplished. Selective substitution of these positions by B-H activation has not been reported before. Our… Click to show full abstract

Regioselective, five-fold B-H activation of the monocarborane cluster [CB11H12]- at the positions B7-11 has been accomplished. Selective substitution of these positions by B-H activation has not been reported before. Our protocol involves directing group assistance by the carboxylic acid functionality and is based on palladium catalysis using iodoarene coupling partners. Penta-arylated products are obtained in a single step with yields ranging from 42% to 89% and with good functional group tolerance. X-Ray crystal structures for five new compounds confirm the selective substitution of the lower belt of the monocarborane cage.

Keywords: penta arylation; catalyzed penta; monocarborane; palladium catalyzed; monocarborane cluster

Journal Title: Chemical communications
Year Published: 2022

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